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Crystal structure of racemic (R/S,E)-2-(4-hydroxyphenyl)-4-(2-phenylhydrazin-1-ylidene)chromane-5,7-diol ethanol monosolvate
The crystal structure of racemic (R/S,E)-2-(4-hydroxyphenyl)-4-(2-phenylhydrazin-1-ylidene)chromane-5,7-diol ethanol monosolvate, C(21)H(18)N(2)O(4)·C(2)H(6)O, in a centrosymmetric lattice is reported. The two racemates occupy the same position in the asymmetric unit – a disordered mixed enanti...
Autores principales: | , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2022
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8983983/ https://www.ncbi.nlm.nih.gov/pubmed/35492281 http://dx.doi.org/10.1107/S2056989022002079 |
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author | Yennawar, Hemant P. Sigmon, Anna |
author_facet | Yennawar, Hemant P. Sigmon, Anna |
author_sort | Yennawar, Hemant P. |
collection | PubMed |
description | The crystal structure of racemic (R/S,E)-2-(4-hydroxyphenyl)-4-(2-phenylhydrazin-1-ylidene)chromane-5,7-diol ethanol monosolvate, C(21)H(18)N(2)O(4)·C(2)H(6)O, in a centrosymmetric lattice is reported. The two racemates occupy the same position in the asymmetric unit – a disordered mixed enantiomeric structure. Hydrogen bonds of the type O—H⋯C(π) in addition to typical C—H⋯O, O—H⋯O and O—H⋯N are identified. A positional disorder is seen in the solvent molecule (ethanol) as well. The phenylhydrazone group is nearly coplanar with the chromane ring system [dihedral angle = 15.5 (1)°], while the the 4-hydroxyphenyl ring is perpendicular [dihedral angle = 87.2 (1)°] to the chromane. The pyran ring has an envelope pucker [Q = 0.363 (3) Å, θ = 57.6 (3)°; and for the enantiomer: Q = 0.364 (3) Å, θ = 127.4 (4)°]. |
format | Online Article Text |
id | pubmed-8983983 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2022 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-89839832022-04-28 Crystal structure of racemic (R/S,E)-2-(4-hydroxyphenyl)-4-(2-phenylhydrazin-1-ylidene)chromane-5,7-diol ethanol monosolvate Yennawar, Hemant P. Sigmon, Anna Acta Crystallogr E Crystallogr Commun Research Communications The crystal structure of racemic (R/S,E)-2-(4-hydroxyphenyl)-4-(2-phenylhydrazin-1-ylidene)chromane-5,7-diol ethanol monosolvate, C(21)H(18)N(2)O(4)·C(2)H(6)O, in a centrosymmetric lattice is reported. The two racemates occupy the same position in the asymmetric unit – a disordered mixed enantiomeric structure. Hydrogen bonds of the type O—H⋯C(π) in addition to typical C—H⋯O, O—H⋯O and O—H⋯N are identified. A positional disorder is seen in the solvent molecule (ethanol) as well. The phenylhydrazone group is nearly coplanar with the chromane ring system [dihedral angle = 15.5 (1)°], while the the 4-hydroxyphenyl ring is perpendicular [dihedral angle = 87.2 (1)°] to the chromane. The pyran ring has an envelope pucker [Q = 0.363 (3) Å, θ = 57.6 (3)°; and for the enantiomer: Q = 0.364 (3) Å, θ = 127.4 (4)°]. International Union of Crystallography 2022-03-01 /pmc/articles/PMC8983983/ /pubmed/35492281 http://dx.doi.org/10.1107/S2056989022002079 Text en © Yennawar and Sigmon 2022 https://creativecommons.org/licenses/by/4.0/This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited. |
spellingShingle | Research Communications Yennawar, Hemant P. Sigmon, Anna Crystal structure of racemic (R/S,E)-2-(4-hydroxyphenyl)-4-(2-phenylhydrazin-1-ylidene)chromane-5,7-diol ethanol monosolvate |
title | Crystal structure of racemic (R/S,E)-2-(4-hydroxyphenyl)-4-(2-phenylhydrazin-1-ylidene)chromane-5,7-diol ethanol monosolvate |
title_full | Crystal structure of racemic (R/S,E)-2-(4-hydroxyphenyl)-4-(2-phenylhydrazin-1-ylidene)chromane-5,7-diol ethanol monosolvate |
title_fullStr | Crystal structure of racemic (R/S,E)-2-(4-hydroxyphenyl)-4-(2-phenylhydrazin-1-ylidene)chromane-5,7-diol ethanol monosolvate |
title_full_unstemmed | Crystal structure of racemic (R/S,E)-2-(4-hydroxyphenyl)-4-(2-phenylhydrazin-1-ylidene)chromane-5,7-diol ethanol monosolvate |
title_short | Crystal structure of racemic (R/S,E)-2-(4-hydroxyphenyl)-4-(2-phenylhydrazin-1-ylidene)chromane-5,7-diol ethanol monosolvate |
title_sort | crystal structure of racemic (r/s,e)-2-(4-hydroxyphenyl)-4-(2-phenylhydrazin-1-ylidene)chromane-5,7-diol ethanol monosolvate |
topic | Research Communications |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8983983/ https://www.ncbi.nlm.nih.gov/pubmed/35492281 http://dx.doi.org/10.1107/S2056989022002079 |
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